Whitewashed cliffside hotels and pools in Santorini glowing at sunset above the Aegean Sea

Jill Travel LLC · Luxury Travel Advisor

Travel that feels personal, because it is.

I'm Jill Bloom Butterman. I spent a career as a social worker listening to people, understanding what they need, and helping them get there. Now I do the same thing — with itineraries.

Based in New York's Hudson Valley · Planning trips worldwide

My Story

A social worker with wanderlust

For years, my work was people. As a social worker, I learned how to really listen — to hear what someone is asking for underneath what they're saying, to sweat the details that make them feel cared for, and to stay calm and resourceful when plans go sideways.

All the while, I had a serious case of wanderlust. I was the friend planning everyone's trips anyway — researching the hotels, mapping the neighborhoods, finding the little restaurant you'd never have found on your own. Eventually I asked the obvious question: why not make this the work?

So I founded Jill Travel LLC. The skills turned out to be the same ones. A great trip starts with listening: Is this a celebration or a deep breath? Adventure or total exhale? Who's traveling, and what would make it unforgettable for them? Then I handle everything else — the research, the bookings, the logistics, and the advocate in your corner if anything changes mid-trip.

You bring the dream. I'll bring the plan — and the care behind it.

Chapter One

Social work

A career built on listening, advocacy, and looking after people — the foundation everything else stands on.

Always

Wanderlust

A lifelong love of exploring — and of planning trips for friends and family long before it was a business.

Today

Jill Travel LLC

A luxury travel studio in the Hudson Valley, designing custom trips with a social worker's heart and a perfectionist's checklist.

How It Works

Planning, without the overwhelm

No endless tabs, no second-guessing. Here's how we go from idea to itinerary.

1

We talk

A relaxed conversation about where you're dreaming of, who's going, your pace, your budget, and what a perfect day on this trip looks like.

2

I design

I research and build a custom proposal — stays, routes, experiences, and the small touches that make a trip feel made for you.

3

We refine & book

We adjust together until it's right, then I book it all and confirm every detail. You just get excited.

4

You travel, I'm here

While you're away, I'm your person back home — reachable if plans shift, weather turns, or you need a hand with anything at all.

Trip Ideas

Where to next?

A few journeys I love planning. Every one starts as a blank page — these are just sparks.

Santorini's whitewashed cliffside hotels at sunset
Greece · Europe

Santorini & the Greek Isles

Caldera sunsets, cave-suite hotels, a private catamaran day, and slow lunches in villages the cruise crowds never reach.

Plan a trip like this →
Rolling green hills, cypress trees and a farmhouse in Val d'Orcia, Tuscany
Italy · Europe

Tuscany, Slowly

A vineyard estate as home base, pasta-making with a local nonna, hill towns at golden hour, and long lunches done properly.

Plan a trip like this →
A traditional Japanese temple pavilion reflected in a pond among autumn foliage in Kyoto
Japan · Asia

Kyoto & Hakone

Temples in autumn color, a ryokan with its own onsen, tea with a Kyoto host, and Mt. Fuji views from the hot spring steam.

Plan a trip like this →
Aerial view of a Caribbean beachfront resort with a long pool beside turquoise water
Caribbean · Beach

Caribbean, Elevated

The right island for your style of unwind — overwater calm, family-easy, or barefoot-luxury — with every transfer handled.

Plan a trip like this →
A traveler enjoying a drink on a safari lodge deck overlooking the savanna at sunset
Southern Africa · Adventure

Safari & Cape Town

Golden-hour game drives, a lodge deck above the savanna, then Cape Town's food, wine country, and Table Mountain.

Plan a trip like this →
A snowy European Christmas market street lined with lit wooden stalls in front of a cathedral
Europe · Seasonal

Christmas Markets

Glühwein in hand, fairy lights overhead — a December route through Europe's most magical markets, timed to the best of each.

Plan a trip like this →
Featured Guide

My European Christmas Markets Guide

Europe does Christmas like nowhere else. My full guide covers the markets worth your December — dates, must-sees, and the stalls worth lining up for.

Email me for the free guide

Why Work With an Advisor

More than a booking

  • Hotel perks you can't book yourself

    Through my travel partnerships, many stays come with extras like daily breakfast, resort credits, and room upgrades when available — at the same rate you'd find online.

  • One person who knows your trip

    No call centers. You talk to me from first idea to welcome-home, and I know your preferences better with every trip.

  • Hours of research, done for you

    Which neighborhood? Which room category? Is that tour worth it? I've done the homework so you don't have to.

  • An advocate when things change

    Delayed flight, closed road, sudden change of heart — a social worker's calm problem-solving, applied to your vacation.

“Good travel planning is really just good listening — hearing what a trip needs to feel like, then building every detail around that feeling.”

— Jill Bloom Butterman, on how a social work career shapes the way she plans travel

Good Questions

Before you ask

What does it cost to work with you?

For most hotel and cruise bookings, my services come at no extra cost to you — I'm compensated by the travel partners. For fully custom, multi-stop itineraries, we'll talk through any planning fee openly before we begin, so there are never surprises.

What kinds of trips do you plan?

Luxury and upscale leisure travel: honeymoons and celebrations, family trips, food-and-wine journeys, safaris, cruises, and once-in-a-lifetime adventures — anywhere in the world. If it's a trip that deserves care, it's my kind of trip.

How far ahead should I reach out?

Three to six months is a sweet spot for custom trips, and even earlier for peak seasons like the European Christmas markets or cherry blossom in Japan. But don't let a shorter timeline stop you — ask, and I'll tell you honestly what's possible.

Can you help with a trip I've already started booking?

Often, yes — especially hotel stays, where I may be able to add perks to an existing plan. Send me what you have and I'll take a look.

Where are you based? Do we need to meet in person?

I'm based in New York's Hudson Valley and work with travelers everywhere. Most planning happens by phone, video, and email — coffee in person if you're local and inclined.

Let's plan something wonderful

Tell me a little about the trip you're dreaming of. I'll reply personally — usually within one business day — and we'll set up a time to talk.

No pressure and no obligation. Just a conversation with someone who loves this stuff.

Based in: Hudson Valley, New York
Jill Travel LLC · Jill Bloom Butterman, Founder

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